CHEBI:16755 - chenodeoxycholic acid

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ChEBI Name chenodeoxycholic acid
ChEBI ID CHEBI:16755
Definition A dihydroxy-5β-cholanic acid that is (5β)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3593, CHEBI:23094, CHEBI:3588
Supplier Information ZINC000026377691
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Formula C24H40O4
Net Charge 0
Average Mass 392.57200
Monoisotopic Mass 392.29266
InChI InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1
InChIKey RUDATBOHQWOJDD-BSWAIDMHSA-N
SMILES [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@]3(C)[C@]([H])(CC[C@@]3([H])[C@]1([H])[C@H](O)C2)[C@H](C)CCC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: PubMed
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing chenodeoxycholic acid (CHEBI:16755) has role human metabolite (CHEBI:77746)
chenodeoxycholic acid (CHEBI:16755) has role mouse metabolite (CHEBI:75771)
chenodeoxycholic acid (CHEBI:16755) is a bile acid (CHEBI:3098)
chenodeoxycholic acid (CHEBI:16755) is a C24-steroid (CHEBI:131620)
chenodeoxycholic acid (CHEBI:16755) is a dihydroxy-5β-cholanic acid (CHEBI:23775)
chenodeoxycholic acid (CHEBI:16755) is conjugate acid of chenodeoxycholate (CHEBI:36234)
Incoming 3-oxochenodeoxycholoyl-CoA (CHEBI:137532) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholic acid 24-O-(β-D-glucuronide) (CHEBI:137790) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholic acid 3-O-(β-D-glucuronide) (CHEBI:137725) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholic acid-3-O-β-D-glucoside (CHEBI:229688) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholoyl-CoA (CHEBI:28701) has functional parent chenodeoxycholic acid (CHEBI:16755)
glycochenodeoxycholic acid (CHEBI:36274) has functional parent chenodeoxycholic acid (CHEBI:16755)
obeticholic acid (CHEBI:43602) has functional parent chenodeoxycholic acid (CHEBI:16755)
taurochenodeoxycholic acid (CHEBI:16525) has functional parent chenodeoxycholic acid (CHEBI:16755)
chenodeoxycholate (CHEBI:36234) is conjugate base of chenodeoxycholic acid (CHEBI:16755)
IUPAC Name
3α,7α-dihydroxy-5β-cholan-24-oic acid
Synonyms Sources
3alpha,7alpha-Dihydroxy-5beta-cholanic acid KEGG COMPOUND
7α-hydroxylithocholic acid ChemIDplus
anthropodeoxycholic acid ChemIDplus
anthropodesoxycholic acid ChemIDplus
CDCA IUPHAR
chenic acid ChemIDplus
Chenix ChemIDplus
Chenodeoxycholic acid KEGG COMPOUND
Chenodiol KEGG COMPOUND
gallodesoxycholic acid ChemIDplus
Manual Xrefs Databases
4361 DrugCentral
C02528 KEGG COMPOUND
Chenodiol Wikipedia
D00163 KEGG DRUG
DB06777 DrugBank
HMDB0000518 HMDB
JN3 PDBeChem
LMST04010032 LIPID MAPS
LSM-5353 LINCS
View more database links
Registry Numbers Types Sources
3219887 Reaxys Registry Number Reaxys
474-25-9 CAS Registry Number KEGG COMPOUND
474-25-9 CAS Registry Number ChemIDplus
Citations Types Sources
11530998 PubMed citation Europe PMC
16037564 PubMed citation Europe PMC
24448653 PubMed citation Europe PMC
24464484 PubMed citation Europe PMC
Last Modified
27 February 2024